
Vacation rentals in Wailea
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Top-rated vacation rentals in Wailea
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Wailea vacation rentals
Other great vacation rentals in Wailea
Top guest favourite

Apartment in Wailea-Makena
5 out of 5 average rating, 10 reviewsPrime Location, in the HEART of it ALL!
Guest favourite

Condo in Kihei
5 out of 5 average rating, 12 reviewsWailea Ekahi 1BR | 2 Beds | Steps to Beach & Pools
Top guest favourite

Home in Kihei
5 out of 5 average rating, 14 reviewsBeautiful Beachfront Townhouse !
Guest favourite

Condo in Kihei
4.95 out of 5 average rating, 85 reviewsEkahi 22C Toes in the Sand in Under 2 Minutes
Guest favourite

Condo in Kihei
4.98 out of 5 average rating, 86 reviewsMaui Retreat Ekahi 50F -All YOU Need!
Guest favourite

Apartment in Wailea-Makena
5 out of 5 average rating, 40 reviewsFully Remodeled Elegance in Wailea 2 Bed 2 Bath
Guest favourite

Condo in Wailea
4.97 out of 5 average rating, 38 reviewsTropical Wailea Retreat
Superhost

Condo in Wailea
5 out of 5 average rating, 4 reviewsOcean View with Great Location! PA1503
Quick stats about vacation rentals in Wailea
Total rentals
1.8K properties
Nightly prices starting at
$14 CAD before taxes and fees
Total number of reviews
50K reviews
Family-friendly rentals
1K properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
1.7K properties have a pool
Destinations to explore
- Rentals with a patio Wailea
- Townhouse rentals Wailea
- Rentals with pools Wailea
- Rentals with a sauna Wailea
- Condo rentals Wailea
- Fitness-friendly rentals Wailea
- Serviced apartment rentals Wailea
- Rentals with an EV charger Wailea
- Waterfront rentals Wailea
- Pet-friendly rentals Wailea
- House rentals Wailea
- Luxury rentals Wailea
- Villa rentals Wailea
- Hotel rentals Wailea
- Beach condo rentals Wailea
- Beachfront rentals Wailea
- Rentals with a hot tub Wailea
- Rentals with beach access Wailea
- Rentals with outdoor seating Wailea
- Apartment rentals Wailea
- Rentals with a washer and dryer Wailea
- Family-friendly rentals Wailea
- Cottage rentals Wailea
- Maui
- Kaanapali Beach
- Kahului Beach
- Lahaina Beach
- Sandy Beach
- Honolua Bay
- Kapalua Bay Beach
- Spreckelsville Beach
- Olowalu Beach
- Manele Golf Course
- Wailea Beach
- Hāmoa Beach
- Maui Ocean Center
- Kaipukaihina
- Kapua
- Oneloa Beach
- Changs Beach
- Palauea Beach
- Old Lahaina Luau
- Puu Olai Beach
- Wailau Valley
- Wailea Golf Club
- Maui Golf & Sports Park
- Paukukalo Beach